Water → HCID 2818217, compound

Participants

Reaction Steps

Chloracetone was reacted with sodium hydrosulphide in h aqueous medium, and the resulting solution was treated with ethylcyanoacetate in the presence of triethylamine at the boil. Addition of water precipitated 2-amino-3-ethoxycarbonyl-4-methylthiophene which was acetylated and then heated with an aqueous solution of sodium hydroxide to give 2-acetylamino-4-methylthiophene-3-carboxylic acid. This was decarboxylated by heating in N:N-diethylaniline at 220° C, the product dinitrated in sulphuric acid medium at -5° C, and then deacetylated by heating in an aqueous solution of sulphuric acid.

Provenance & Evidence